Thank you for posing this question! I'm going to love digging through these videos.

Here are mine:

From PandoDaily, Fireside Chat With Airbnb CEO Brian Chesky: https://www.youtube.com/watch?v=6yPfxcqEXhE

From CoinSumm.it, Bitcoin Fireside Chat with Marc Andreessen and Balaji Srinivasan: https://www.youtube.com/watch?v=iir5J6Z3Z1Q

From The Lean Startup Conference, Marc Andreessen, Chris Dixon, and Eric Ries: https://www.youtube.com/watch?v=bpwSzyqTG0E

And by far the one that made the biggest impression on me, from PandoDaily, Fireside Chat With Nasty Gal CEO Sophia Amoruso: https://www.youtube.com/watch?v=y04gnM57Sow

From that interview alone Sophia Amoruso became a huge role model for me.